New Castle Township, NY Homes

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  /27

  $199,900 Pending

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

  Discover this charming, updated two-bedroom co-op in highly sought-after Highland Terrace. This unique unit offers the convenience of both a main building entrance and its own private entry. Inside, you'll find a spacious and bright primary bedroom with ample closet space, while the versatile second bedroom That is currently being utilized as a home office. Abundant windows fill the living areas

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 483-3103

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
• Explore New Castle Township

• 

  

  

  /25

  $3,995 - $4,000 per month

  Chappaqua Crossing Apartments

  1 Bed

  480 Bedford Rd, Chappaqua, NY 10514

  Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

  480 Bedford Rd, Chappaqua, NY 10514
• 

  $1,313,550 Sold Apr 07, 2025

  50 North Place, Chappaqua, NY 10514

  • 5 Beds
  • 4 Baths
  • 5,590 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $235/SF
  • 15 Days On Market

  Current Estimated Value $1,606,014

  Last Listing Agent Christopher Rose REALHome Services & Solutions

  50 North Place, Chappaqua, NY 10514
• 

  Est $3,909,667 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 7,200 Sq Ft

  16 Hollow Ridge Rd, Mount Kisco, NY 10549

  16 Hollow Ridge Rd, Mount Kisco, NY 10549
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  /35

  $1,350,000 Pending

  • 6 Beds
  • 4 Baths
  • 5,034 Sq Ft

  62 Taconic Rd, Millwood, NY 10546

  MOTIVATED SELLER! PRICE REDUCED! Welcome to this spacious, peaceful, and impeccably maintained 6-bedroom, 4-bathroom home with tennis court and pool in the highly sought-after Chappaqua School District (Millwood). This home offers 5,034 sq ft of move-in ready living space on a scenic and private 2-acre lot. The large rooms and easy layout provide the perfect canvas to create your dream home

  

  Hillary Landau

  Compass Greater NY, LLC

  (914) 996-2889

  62 Taconic Rd, Millwood, NY 10546
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  /18

  $4,200 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  547 King St Unit B, Chappaqua, NY 10514

  Charming antique home ideally located in the heart of Chappaqua, just minutes to Armonk, Mount Kisco, major highways, and the Metro-North train station. Features include a bright white kitchen with stainless steel appliances, stone countertops, and tile backsplash, along with beautiful hardwood floors throughout. Enjoy the convenience of in-unit private laundry, private storage, and two driveway

  Alexandra Fischer Keller Williams Realty Group

  547 King St Unit B, Chappaqua, NY 10514
• 

  $2,825,000 Sold Dec 15, 2025

  70 Haights Cross Rd, Chappaqua, NY 10514

  • 5 Beds
  • 9 Baths
  • 8,775 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $322/SF
  • 159 Days On Market

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  70 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $2,015,690 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,492 Sq Ft

  10 Gray Rock Park Rd, Mount Kisco, NY 10549

  10 Gray Rock Park Rd, Mount Kisco, NY 10549
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  /32

  $1,550,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,029 Sq Ft

  636 Quaker Rd, Chappaqua, NY 10514

  Move right into this sun-drenched, turnkey four-bedroom, four-bath home by Tom O’Brien Architecture, where classic design meets easy, comfortable living. Enter through cedar gates to a welcoming front portico with double columns and a barrel roof, setting the stage for what’s inside. The interior is bright and inviting, with newly refinished floors, custom millwork, recessed lighting, and

  

  Deena Bouchier

  Compass Greater NY, LLC

  (914) 350-6847

  636 Quaker Rd, Chappaqua, NY 10514
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  /54

  $5,450 per month

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • House for Rent

  275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562

  This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a

  275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562
• 

  $2,475,000 Sold May 06, 2025

  27 Neustadt Ln, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 4,974 Sq Ft
  • Built 1986

  Last Sold Summary

  • 29% Above List Price
  • $498/SF
  • 8 Days On Market

  Current Estimated Value $2,512,329

  Last Listing Agent Joanne Milch William Raveis-New York, LLC

  27 Neustadt Ln, Chappaqua, NY 10514
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  Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  45 Lila Ln Unit 62, Chappaqua, NY 10514

  45 Lila Ln Unit 62, Chappaqua, NY 10514
• 

  

  /50

  $829,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  6 Ichabod Ln, Ossining, NY 10562

  Over $200,000 in updates since 2019 - Swim/Spa, Railing, Chimney, Attic and Garage Insulation, Bathrooms, Towel Warmer, Washer/Dryer, Gutters Lighting and Fixtures, Basement, Septic System, Deck and Stairs, Refinished Closets, Generator connection, Driveway Sealing, Sub Sewage Pump, Tree removal, Landscaping, Playground, Stove, Microwave, Dishwasher

  

  Joseph Iannibelli

  Keller Williams NY Realty

  (914) 814-6897

  6 Ichabod Ln, Ossining, NY 10562
• 

  

  /21

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  327 N Greeley Ave, Chappaqua, NY 10514

  Walk to town shops, restaurants, park, library, community garden, farmers market and commuter train from this conveniently located well established condo complex in the heart of Chappaqua. Bright, sunny, meticulously maintained ground floor one level unit is move-in ready and features a fireplace, patio, recessed lighting, renovated kitchen with quartzite counters, renovated bathroom and ample

  Sena Baron William Raveis-New York, LLC

  327 N Greeley Ave, Chappaqua, NY 10514
• 

  $805,000 Sold Nov 21, 2025

  149 King St Unit 4, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $456/SF
  • 105 Days On Market

  Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

  149 King St Unit 4, Chappaqua, NY 10514
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  Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  41 Lila Ln Unit 60, Chappaqua, NY 10514

  41 Lila Ln Unit 60, Chappaqua, NY 10514
• 

  

  /30

  $1,550,000

  • 4 Beds
  • 3 Baths
  • 3,331 Sq Ft

  56 Brandon Dr, Mount Kisco, NY 10549

  Nestled on 2.4 rolling acres at the end of a quiet cul-de-sac, this four-bedroom, three-bath California Ranch offers privacy, serenity, and seamless indoor-outdoor living. The gourmet kitchen includes a built-in refrigerator, cooktop, granite island, and custom cabinetry, flowing into a sun-drenched family room with a wood-burning fireplace, vaulted ceilings, skylights, and an integrated living

  Mark Boyland Keller Williams Realty Partner

  56 Brandon Dr, Mount Kisco, NY 10549
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  /13

  $4,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  150 N Bedford Rd Unit 2F, Chappaqua, NY 10514

  Spacious, light filled townhouse close to restaurants, town and train. Features include a large great room with fireplace, walls of glass and sliders to large balcony. A kitchen, separate dining room , powder room and laundry complete the first floor. The 2nd floor offers a spacious primary with en suite bath and a 2nd private bedroom with en suite bath and loft space.2 assigned spaces and

  Barbara Pagliuca Houlihan Lawrence Inc.

  150 N Bedford Rd Unit 2F, Chappaqua, NY 10514
• 

  $1,850,000 Sold Jul 15, 2025

  22 Mountain Peak Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 4,419 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Above List Price
  • $419/SF
  • 17 Days On Market

  Current Estimated Value $1,896,329

  Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

  22 Mountain Peak Rd, Chappaqua, NY 10514
• 

  Est $1,030,400 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft

  16 Seth Canyon Dr, Mount Kisco, NY 10549

  16 Seth Canyon Dr, Mount Kisco, NY 10549
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  /32

  $1,299,500 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,866 Sq Ft

  36 Pond Hill Rd, Chappaqua, NY 10514

  Set on a quiet cul-de-sac, this charming 3-bedroom Cape, which could live like a 4-bedroom, offers the perfect blend of comfort, convenience, and style. The home has been impeccably maintained and thoughtfully renovated, with updates that make it truly move-in ready.From the moment you arrive, the curb appeal stands out, enhanced by updated landscaping and a freshly painted exterior. Inside,

  Danae Richards William Raveis-New York, LLC

  36 Pond Hill Rd, Chappaqua, NY 10514
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  /50

  $9,999 per month

  • 4 Beds
  • 3.5 Baths
  • 4,340 Sq Ft
  • House for Rent

  82 Shingle House Rd, Millwood, NY 10546

  Welcome to 82 Shingle House Road, a stunning 6.9-acre mini-estate tucked away on a quiet, tree-lined street in Millwood. This exceptional property offers an ideal blend of space, comfort, and natural beauty. The main residence features 4 bedrooms and 3.5 bathrooms, complemented by generous living areas and timeless charm. A fully renovated guest cottage sits above a 3-car garage, perfect for

  Frank Norwood DC & SF Inc

  82 Shingle House Rd, Millwood, NY 10546
• 

  $792,500 Sold Dec 23, 2025

  22 Daly Cross Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 1.5 Baths
  • 1,457 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $544/SF
  • 90 Days On Market

  Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

  22 Daly Cross Rd, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 3,101 Sq Ft

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  39 Lila Ln Unit 59, Chappaqua, NY 10514
• 

  

  /23

  $1,425,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft

  110 Marcourt Dr, Chappaqua, NY 10514

  Picturesque and spectacular center hall Colonial, beautifully situated on a cul de sac in the highly sought-after Dodge Farms neighborhood of Chappaqua. This sun-filled home blends suburban convenience with timeless warmth and character, offering generous-sized rooms and remarkable versatility throughout. The thoughtfully renovated chef's kitchen and baths complement a seamless flow ideal for

  Stephanie Garbuio Houlihan Lawrence Inc.

  110 Marcourt Dr, Chappaqua, NY 10514
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  /10

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 832 Sq Ft
  • Apartment for Rent

  85 Paulding Dr, Chappaqua, NY 10514

  Bright one=bedroom accessory apartment in Chappaqua. Open floor plan gives a spacious feel. Sliding glass door opens to large deck running the length of the unit. Enjoy beautiful vistas in this private setting. Heat, electricity, water, trash and snow removal included in the rent. Driveway parking available for one car. Home is equipped with a generator in case of power outage. No pets allowed.

  Mary Grant Houlihan Lawrence Inc.

  85 Paulding Dr, Chappaqua, NY 10514
• 

  $2,700,000 Sold May 09, 2025

  3 Bradley Farms, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 5,947 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $454/SF
  • 15 Days On Market

  Current Estimated Value $2,755,381

  Last Listing Agent Amrita Singh William Raveis-New York, LLC

  3 Bradley Farms, Chappaqua, NY 10514
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  Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,386 Sq Ft

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  35 Lila Ln Unit 57, Chappaqua, NY 10514
• 

  

  /40

  $1,475,000

  • 4 Beds
  • 2.5 Baths
  • 2,932 Sq Ft

  9 Whitlaw Ln, Chappaqua, NY 10514

  Welcome home to this beautifully maintained, move-in ready classic Center Hall Colonial, perfectly tucked away on a peaceful cul-de-sac just moments from schools, shopping, and town conveniences. Enjoy direct on-street access to the North County Trailway — ideal for biking, walking, or running right from your neighborhood.Offering approximately 2,900+ square feet of comfortable living space,

  Sena Baron William Raveis-New York, LLC

  9 Whitlaw Ln, Chappaqua, NY 10514
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  /26

  $8,000 per month

  • 4 Beds
  • 3 Baths
  • 3,141 Sq Ft
  • House for Rent

  49 Commodore Rd, Chappaqua, NY 10514

  Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full bath on first level, perfect for au-pair or guest suite. Primary bedroom with en-suite bath, featuring double sink vanity, jacuzzi tub and stand alone shower. Two more hall bedrooms, well-appointed

  Gail Silverstein ERA Insite Realty Services

  49 Commodore Rd, Chappaqua, NY 10514
• 

  $836,900 Sold Jul 03, 2025

  428 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft
  • Built 2006

  Last Sold Summary

  • $358/SF
  • 27 Days On Market

  Current Estimated Value $851,497

  Last Listing Agent Janet Auer Coldwell Banker Realty

  428 Saw Mill River Rd, Millwood, NY 10546
• 

  Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  33 Lila Ln Unit 56, Chappaqua, NY 10514
• 

  

  /28

  $1,749,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  2 Whippoorwill Close, Chappaqua, NY 10514

  Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with

  Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
• 

  $1,465,000 Sold Oct 01, 2025

  33 High Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 1,917 Sq Ft
  • Built 1938

  Last Sold Summary

  • 22% Above List Price
  • $764/SF
  • 11 Days On Market

  Current Estimated Value $1,451,001

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  33 High Way, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,477 Sq Ft

  38 Taylor Rd, Mount Kisco, NY 10549

  38 Taylor Rd, Mount Kisco, NY 10549
• 

  

  /29

  $1,199,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  111 Seven Bridges Rd, Chappaqua, NY 10514

  Welcome to this sparkling sun-filled ranch, this beautifully updated 4 bedroom/2.1 bath home offers an easy living floorplan, lovely landscaped property and easy access to top rated schools, shops and commuter train. Over 2000 sq ft, on an acre, offering privacy amidst a neighborhood feel. Newly renovated bathrooms, updated kitchen, freshly painted interior, and gleaming newly refinished white

  Sena Baron William Raveis-New York, LLC

  111 Seven Bridges Rd, Chappaqua, NY 10514
• 

  $765,000 Sold Apr 07, 2025

  12 Pines Ln, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,249 Sq Ft
  • Built 1948

  Last Sold Summary

  • 4% Below List Price
  • $340/SF
  • 93 Days On Market

  Current Estimated Value $857,605

  Last Listing Agent David Turner Compass Greater NY, LLC

  12 Pines Ln, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,537 Sq Ft

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  1176 Hardscrabble Rd, Chappaqua, NY 10514
• 

  

  /13

  $2,000,000

  • 4 Beds
  • 2.5 Baths
  • 4,500 Sq Ft

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

  Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an

  Rachel Lacoste Houlihan Lawrence Inc.

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514
• 

  $2,300,000 Sold Nov 20, 2025

  24 North Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,960 Sq Ft
  • Built 1986

  Last Sold Summary

  • 24% Above List Price
  • $581/SF
  • 7 Days On Market

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  24 North Way, Chappaqua, NY 10514

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